Water → 7-Bromo-2-ethylpyrazolo[1,5-a]pyridine

After dissolving 2-ethylpyrazolo[1,5-a]pyridine (80 mg) in tetrahydrofuran (1 mL), an n-butyllithiumhexane solution (1.6 M; 0.58 mL) was added dropwise at −78° C. under a nitrogen stream, and the mixture was stirred for 30 minutes. A solution of 1,2-dibromo-1,1,2,2-tetrachloroethane (196 mg) in tetrahydrofuran (0.5 mL) was added to the reaction mixture, and stirring was continued for 30 minutes. The temperature was increased to room temperature, water was added, extraction was performed with ethyl acetate and the organic layer washed with water and brine. After drying over anhydrous magnesium sulfate and filtration, the solvent was concentrated under reduced pressure, the residue was purified by silica gel column chromatography and the title compound (90 mg) was obtained from the n-hexane:ethyl acetate (20:1) fraction as a light brown oil.

1. stirringstirring
2. waitwas continued for 30 minutes
3. extractionextraction
4. washthe organic layer washed with water and brine
5. dry with materialAfter drying over anhydrous magnesium sulfate and filtration
6. concentrationthe solvent was concentrated under reduced pressure
7. customthe residue was purified by silica gel column chromatography

ORD record

ord-4b7d28bf5f6a47adb6f9eb0cc93f6659

Source dataset

uspto-grants-2009_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07625925B2